Alkanoic Acids (carboxylic Acids)

Alkanoic acids are organic compounds that contain a carboxylic acid functional group (–COOH). Their general molecular formula is CnH2n+1COOH. They are commonly found in fats and oils.

Carboxylic Acid Diagram Credit: Wikipedia

Examples of Alkanoic Acids

  1. Methanoic acid (Formic acid): HCOOH – found in insect bites
  2. Ethanoic acid: CH3COOH
  3. Propanoic acid: CH3CH2COOH

Preparation

Alkanoic acids can be prepared in the laboratory by oxidizing primary alkanols using excess acidified potassium tetraoxomanganate (VII).

Physical Properties

Chemical Properties

  1. Reacts with carbonates or hydrogen carbonates to release carbon dioxide:
    2CH3COOH + Na2CO3 → 2CH3COONa + H2O + CO2
  2. Reacts with reactive metals like Ca or Mg to liberate hydrogen gas:
    2CH3COOH + Ca → (CH3COO)2Ca + H2
  3. Neutralizes bases (alkalis) to form salt and water:
    CH3COOH + NaOH → CH3COONa + H2O
  4. Reacts with alkanols to form esters (esterification):
    CH3COOH + CH3CH2OH ⇌ CH3COOCH2CH3 + H2O
  5. Reduction: Reduced to ethanol using lithium tetrahydridoaluminate(III) (LiAlH4):
    CH3COOH + 4[H] → CH3CH2OH + H2O
  6. Successive reaction with chlorine to form chlorinated ethanoic acids:
    CH3COOH + Cl2 → CH2ClCOOH + HCl
    CH2ClCOOH + Cl2 → CHCl2COOH + HCl
    CHCl2COOH + Cl2 → CCl3COOH + HCl

Classification of Alkanoic Acids

  1. Monocarboxylic Acids: Contain one carboxylic group per molecule (e.g., Methanoic acid - HCOOH)
  2. Dicarboxylic Acids: Contain two carboxylic groups per molecule (e.g., Ethan-1,2-dioic acid or oxalic acid)
  3. Tricarboxylic acids: these have 3 carboxylic acid per molecule (e.g. 2-hydroxy propan 1,2, 3, tricaboxylic acid)

Uses of Ethanoic Acid

  1. Used in making compounds such as cellulose ethanoate and dyes
  2. Serves as an organic solvent
  3. Used in the food industry for preservation and flavoring
  4. Used in coagulating rubber latex